去甲肾上腺素醌 | 67896-55-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 去甲肾上腺素醌
• 中文别名: 去甲肾上腺素杂质20
• 英文名称: noradrenalinequinone
• 英文别名: norepinephrine o-quinone；4-[(1R)-2-amino-1-hydroxyethyl]cyclohexa-3,5-diene-1,2-dione
• CAS: 67896-55-3
• 化学式: C₈H₉NO₃
• 分子量: 167.164
• InChiKey: WCHGCMBSJBGAKH-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  80.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  去甲肾上腺素醌 在 氢氧化钾 、 potassium phosphate buffer 、 male albino Sprague-Dawley rat brain mitochondrial membranes 作用下， 以 水 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  Oxidative Metabolites of 5-S-Cysteinylnorepinephrine Are Irreversible Inhibitors of Mitochondrial Complex I and the α-Ketoglutarate Dehydrogenase and Pyruvate Dehydrogenase Complexes:  Possible Implications for Neurodegenerative Brain Disorders

  摘要：

  The major initial product of the oxidation of norepinephrine (NE) in the presence of L-cysteine is 5-S-cysteinylnorepinephrine which is then further easily oxidized to the dihydrobenzothiazine (DHBT) 7-(1-hydroxy-2-aminoethyl)-3,4-dihydro-5-hydroxy-2H-1,4-benzothiazine-3-carboxylic acid (DHBT-NE-1). When incubated with intact rat brain mitochondria, DHBT-NE-1 evokes rapid inhibition of complex I respiration without affecting complex II respiration. DHBT-NE-1 also evokes time- and concentration-dependent irreversible inhibition of NADH-coenzyme Q(1) (CoQ(1)) reductase, the pyruvate dehydrogenase complex (PDHC), and alpha-ketoglutarate dehydrogenase (alpha-KGDH) when incubated with frozen and thawed rat brain mitochondria (mitochondrial membranes). The time dependence of the inhibition of NADH-CoQ(1) reductase, PDHC, and alpha-KGDH by DHBT-NE-1 appears to be related to its oxidation, catalyzed by an unknown component of the inner mitochondrial membrane, to electrophilic intermediates which bind covalently to active site cysteinyl residues of these enzyme complexes. The latter conclusion is based on the ability of glutathione to block inhibition of NADH-CoQ(1) reductase, PDHC, and alpha-KGDH by scavenging electrophilic intermediates, generated by the mitochondrial membrane-catalyzed oxidation of DHBT-NE-1, forming glutathionyl conjugates, several of which have been isolated and spectroscopically identified. The possible implications of these results to the degeneration of neuromelanin-pigmented noradrenergic neurons in the locus ceruleus in Parkinson's disease are discussed.

  DOI：

  10.1021/tx990170t
• 作为产物：
  描述：

  去甲肾上腺素 在 氧气 作用下， 以 phosphate buffer 为溶剂， 生成 去甲肾上腺素醌
  参考文献：
  名称：

  固定在手性和非手性载体上的蘑菇酪氨酸酶的立体特异性。

  摘要：

  将蘑菇酪氨酸酶从提取物中固定到玻璃珠上，该玻璃珠上覆盖了d-山梨醇（山梨糖醇肉桂酸酯）和甘油（肉桂酸甘油酯）的交联的完全肉桂酸衍生物。通过直接吸附将酶固定在支持物上，山梨糖醇肉桂酸酯的固定化酪氨酸酶的量高于甘油肉桂酸酯的固定化酪氨酸酶的量，山梨糖醇肉桂酸酯是每单位单糖化物具有更高酯化羟基数量的载体。报道了从固定化蘑菇酪氨酸酶的单酚酶和双酚酶活性的立体特异性研究获得的结果。对映异构体L-酪氨酸，DL-酪氨酸，D-酪氨酸，L-多巴，DL-多巴，D-多巴，L-α-甲基多巴，DL-α-甲基多巴，L-异戊烷，DL-异戊胺，L-肾上腺素， DL-肾上腺素，L-去甲肾上腺素，和D-去甲肾上腺素用固定在手性支持物（山梨糖醇肉桂酸酯）上的酪氨酸酶测定，而L-酪氨酸，DL-酪氨酸，D-酪氨酸，L-多巴，DL-多巴，D-多巴，L-α-甲基多巴和用固定在非手性支持物（肉桂酸甘油酯）上的酪氨酸酶测定DL-α-甲基多

  DOI：

  10.1021/jf0701178

文献信息

• METAL-ORGANIC FRAMEWORKS FOR ELECTROCHEMICAL DETECTION OF ANALYTES
  申请人：Trustees of Dartmouth College

  公开号：US20210262970A1

  公开（公告）日：2021-08-26

  In some embodiments, the present disclosure pertains to methods of detecting an analyte in a sample by associating the sample with an electrode that includes a metal-organic framework. After association, the redox properties of the electrode are evaluated. Thereafter, the presence or absence of the analyte in the sample is detected by correlating the redox properties of the electrode to the presence or absence of the analyte. In some embodiments, the present disclosure pertains to electrodes that include a metal-organic framework and an electrode surface. In particular embodiments of the present disclosure, the metal-organic framework is associated with the electrode surface. Additional embodiments of the present disclosure pertain to methods of making the electrodes of the present disclosure by associating a metal-organic framework with an electrode surface. In some embodiments, the methods of the present disclosure also include a step of mixing the metal-organic framework with a polymer.

  在某些实施例中，本公开涉及通过将样品与包含金属-有机框架的电极相关联来检测样品中的分析物的方法。在关联后，评估电极的氧化还原性质。然后，通过将电极的氧化还原性质与分析物的存在或缺失相关联来检测样品中的分析物的存在或缺失。在某些实施例中，本公开涉及包括金属-有机框架和电极表面的电极。在本公开的特定实施例中，金属-有机框架与电极表面相关联。本公开的其他实施例涉及通过将金属-有机框架与电极表面相关联来制备本公开的电极的方法。在某些实施例中，本公开的方法还包括将金属-有机框架与聚合物混合的步骤。
• A New Quantification Method Using Electrochemical Mass Spectrometry
  作者：Chang Xu、Qiuling Zheng、Pengyi Zhao、Joseph Paterson、Hao Chen

  DOI：10.1007/s13361-018-2116-6

  日期：2019.4.1

  Mass spectrometry-based quantification method has advanced rapidly. In general, the methods for accurate quantification rely on the use of authentic target compounds or isotope-labeled compounds as standards, which might be not available or difficult to synthesize. To tackle this grand challenge, this paper presents a novel approach, based on electrochemistry (EC) combined with mass spectrometry (MS)

  基于质谱的定量方法发展迅速。通常，准确定量的方法依赖于使用可靠的目标化合物或同位素标记的化合物作为标准品，这些化合物可能无法获得或难以合成。为了解决这一巨大挑战，本文提出了一种基于电化学（EC）结合质谱（MS）的新颖方法。用这种方法，可使目标化合物进行电化学氧化，然后进行MS分析。根据法拉第定律，通过电化学（EC）测量记录的氧化电流可提供有关被氧化分析物量的信息。另一方面，可以根据电解时分析物MS信号的变化来确定氧化反应的产率。所以，可以确定分析物的总量。与液相色谱（LC）结合使用，该方法可适用于混合物分析。这种定量方法的显着优势是既不需要标准化合物也不需要校准曲线。使用我们的方法成功定量了各种分析物分子，例如多巴胺，去甲肾上腺素和芦丁以及少量的肽谷胱甘肽，其定量误差为-2.6至+ 4.6％。还可以精确测量复杂基质（例如尿液中的尿酸）中的分析物。图形概要。使用我们的方法成功定量了各种分析物
• Method and device for chemical quantification using electrochemical mass spectrometry without the use of standard target compounds
  申请人：Ohio University

  公开号：US11360058B2

  公开（公告）日：2022-06-14

  A method of quantifying a target compound includes applying an oxidation/reduction potential to an electrochemical cell (14); measuring an electrochemical current during the application of the oxidation/reduction potential; and ionizing and directing the target compound before and after the application of the oxidation/reduction potential to a mass spectrometer (16) that measures a target compound ion intensity. The method further includes determining a target compound ion intensity change due to the application of the oxidation/reduction potential and determining a total amount of the target compound in the sample using the measured electrochemical current and the target compound ion intensity change. Determining the target compound ion intensity change may comprise either comparing the target compound ion intensity before and after the electrolysis relative to a reference peak or comparing the integrated peak area of a target compound ion in an extracted ion chromatogram before and after the electrolysis.

  一种量化目标化合物的方法包括向电化学电池 (14) 施加氧化/还原电位；在施 加氧化/还原电位期间测量电化学电流；以及在施加氧化/还原电位之前和之后电离 目标化合物并将其导入测量目标化合物离子强度的质谱仪 (16)。该方法还包括确定由于施加氧化/还原电位而导致的目标化合物离子强度变化，并使用测量的电化学电流和目标化合物离子强度变化确定样品中目标化合物的总量。确定目标化合物离子强度变化可包括比较电解前后相对于参考峰的目标化合物离子强度，或比较电解前后提取离子色谱图中目标化合物离子的积分峰面积。
• Metallo-ROS in Alzheimer's Disease: Oxidation of Neurotransmitters by CuII-β-Amyloid and Neuropathology of the Disease
  作者：Giordano F. Z. da Silva、Li-June Ming

  DOI：10.1002/anie.200604421

  日期：2007.4.27
• METHOD OF PREPARING COATING FILM CONTAINING NITROGEN MONOXIDE ON SURFACE OF MATERIAL USING CATECHOLAMINE
  申请人：POSTECH ACADEMY-INDUSTRY FOUNDATION

  公开号：US20140127277A1

  公开（公告）日：2014-05-08

  A method of coating surfaces of various body-implantable materials with control-releasable nitrogen monoxide using a catecholamine, more particularly, technology of preparing a coating film containing a diazeniumdiolate functional group on a surface of a material to be coated using a catecholamine, is provided. The coating film prepared by the method has advantages in that nitrogen monoxide can be stably supplied under an in vivo environment, and can be suitably used in a living body without causing cytotoxicity. Therefore, among the materials having a coating film formed on a surface thereof, the body-implantable material is especially expected to be widely used for medical and health applications including treatment of ischemic disorders such as arteriosclerosis through controlled release of nitrogen monoxide, regulation of penile erections, antibacterial and antiviral effects, and wound healing.